Potassium Sodium Tartrate → N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propylamine

Participants

Reaction Steps

A solution of N-(2-chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide (265 mg, 0.7 mmole) in 40 mL of toluene was treated with diisobutyl aluminum hydride (5 mL of a 1N solution in hexane), and the reaction was stirred for 90 minutes. The reaction was diluted with 20 mL of Et2O, a concentrated aqueous solution of Rochelle salt was added, and the mixture stirred for 60 minutes, at which time the emulsion had broken apart. The organic layer was separated, washed with H2O, aqueous Rochelle salt, dried and the solvent removed, and gave the titled compound, 221 mg (87%). MS (ESI) 362 (MH+).

Provenance & Evidence